P. Zhou, M. Malamas, A. Robichaud
Dec 18, 2009
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Influential Citations
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Journal
Arkivoc
Abstract
An efficient method has been developed for the synthesis of 2-amino-4-(4-fluoro-3-(2- fluoropyridin-3-yl)phenyl)-4-(4-methoxy-3-methylphenyl)-1-methyl-1H-imidazol-5(4H)-one, a potent BACE1 inhibitor for the potential treatment of Alzheimer's Disease. The new method features a Friedel-Crafts reaction between 3-bromo-4-fluorophenylacetic acid and 2- methoxytoluene followed by DMSO mediated α-oxidation of the resulting 1,2-diarylethanone to give an α-diketone. Subsequent aminohydantoin formation and Suzuki coupling led to the target molecule in greater than 70% overall yield.